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178314

Sigma-Aldrich

N-Aminophthalimide

technical grade, 90%

Synonym(s):

N,N-Phthaloylhydrazine, unsym.

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About This Item

Empirical Formula (Hill Notation):
C8H6N2O2
CAS Number:
1875-48-5
Molecular Weight:
162.15
Beilstein:
383756
EC Number:
217-505-9
MDL number:
MFCD00005895
UNSPSC Code:
12352100
PubChem Substance ID:
24850729
NACRES:
NA.22

grade

technical grade

Assay

90%

form

powder

mp

200-202 °C (lit.)

SMILES string

NN1C(=O)c2ccccc2C1=O

InChI

1S/C8H6N2O2/c9-10-7(11)5-3-1-2-4-6(5)8(10)12/h1-4H,9H2

InChI key

KSILMCDYDAKOJD-UHFFFAOYSA-N

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Application

N-Aminophthalimide was employed in the aziridination of chiral N-enoyl sultams. It was also used in the synthesis of n-phthalimidoaziridines.

Other Notes

Remainder phthalhydrazide

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H315,H317,H319,H334,H335

Hazard Classifications

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

178314-25G:
178314-5G:
178314-VAR:
178314-BULK:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Journal of the Chemical Society. Chemical Communications, 1074-1074 (1993)
Kung-Shou Yang et al.
Organic letters, 4(7), 1107-1109 (2002-04-02)
[reaction: see text] Reaction of various N-enoyl oxazolidinones 5a-f with N-aminophthalimide and lead tetraacetate in the presence of camphor-derived chiral ligands provides the desired N-phthalimidoaziridines 6a-f in good to high enantiomeric excess (67-95% ee) at 0 degrees C within 15

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